AR031524A1 - Derivados del acido naftilsulfonico, como agonistas de la absorcion de glucosa, un proceso para su preparacion; una composicion farmaceutica y el uso de dichos derivados para la preparacion de un medicamento. - Google Patents

Derivados del acido naftilsulfonico, como agonistas de la absorcion de glucosa, un proceso para su preparacion; una composicion farmaceutica y el uso de dichos derivados para la preparacion de un medicamento.

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Publication number
AR031524A1
AR031524A1 ARP000103918A ARP000103918A AR031524A1 AR 031524 A1 AR031524 A1 AR 031524A1 AR P000103918 A ARP000103918 A AR P000103918A AR P000103918 A ARP000103918 A AR P000103918A AR 031524 A1 AR031524 A1 AR 031524A1
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Argentina
Prior art keywords
substituted
alkyl
heteroaryl
aryl
heterocyclyl
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ARP000103918A
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English (en)
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Telik Inc
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Publication of AR031524A1 publication Critical patent/AR031524A1/es

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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D241/00Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings
    • C07D241/36Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings condensed with carbocyclic rings or ring systems
    • C07D241/38Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings condensed with carbocyclic rings or ring systems with only hydrogen or carbon atoms directly attached to the ring nitrogen atoms
    • C07D241/40Benzopyrazines
    • C07D241/44Benzopyrazines with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to carbon atoms of the hetero ring
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P3/00Drugs for disorders of the metabolism
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P3/00Drugs for disorders of the metabolism
    • A61P3/08Drugs for disorders of the metabolism for glucose homeostasis
    • A61P3/10Drugs for disorders of the metabolism for glucose homeostasis for hyperglycaemia, e.g. antidiabetics
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P43/00Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C237/00Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups
    • C07C237/28Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atom of at least one of the carboxamide groups bound to a carbon atom of a non-condensed six-membered aromatic ring of the carbon skeleton
    • C07C237/42Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atom of at least one of the carboxamide groups bound to a carbon atom of a non-condensed six-membered aromatic ring of the carbon skeleton having nitrogen atoms of amino groups bound to the carbon skeleton of the acid part, further acylated
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C309/00Sulfonic acids; Halides, esters, or anhydrides thereof
    • C07C309/01Sulfonic acids
    • C07C309/28Sulfonic acids having sulfo groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton
    • C07C309/45Sulfonic acids having sulfo groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton containing nitrogen atoms, not being part of nitro or nitroso groups, bound to the carbon skeleton
    • C07C309/51Sulfonic acids having sulfo groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton containing nitrogen atoms, not being part of nitro or nitroso groups, bound to the carbon skeleton at least one of the nitrogen atoms being part of any of the groups, X being a hetero atom, Y being any atom
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C309/00Sulfonic acids; Halides, esters, or anhydrides thereof
    • C07C309/01Sulfonic acids
    • C07C309/28Sulfonic acids having sulfo groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton
    • C07C309/57Sulfonic acids having sulfo groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton containing carboxyl groups bound to the carbon skeleton
    • C07C309/59Nitrogen analogues of carboxyl groups
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C311/00Amides of sulfonic acids, i.e. compounds having singly-bound oxygen atoms of sulfo groups replaced by nitrogen atoms, not being part of nitro or nitroso groups
    • C07C311/01Sulfonamides having sulfur atoms of sulfonamide groups bound to acyclic carbon atoms
    • C07C311/12Sulfonamides having sulfur atoms of sulfonamide groups bound to acyclic carbon atoms of an unsaturated carbon skeleton containing rings
    • C07C311/13Sulfonamides having sulfur atoms of sulfonamide groups bound to acyclic carbon atoms of an unsaturated carbon skeleton containing rings the carbon skeleton containing six-membered aromatic rings
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C311/00Amides of sulfonic acids, i.e. compounds having singly-bound oxygen atoms of sulfo groups replaced by nitrogen atoms, not being part of nitro or nitroso groups
    • C07C311/15Sulfonamides having sulfur atoms of sulfonamide groups bound to carbon atoms of six-membered aromatic rings
    • C07C311/21Sulfonamides having sulfur atoms of sulfonamide groups bound to carbon atoms of six-membered aromatic rings having the nitrogen atom of at least one of the sulfonamide groups bound to a carbon atom of a six-membered aromatic ring
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C311/00Amides of sulfonic acids, i.e. compounds having singly-bound oxygen atoms of sulfo groups replaced by nitrogen atoms, not being part of nitro or nitroso groups
    • C07C311/22Sulfonamides, the carbon skeleton of the acid part being further substituted by singly-bound oxygen atoms
    • C07C311/29Sulfonamides, the carbon skeleton of the acid part being further substituted by singly-bound oxygen atoms having the sulfur atom of at least one of the sulfonamide groups bound to a carbon atom of a six-membered aromatic ring
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D213/00Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D213/78Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C07D213/81Amides; Imides
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D213/00Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D213/78Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C07D213/81Amides; Imides
    • C07D213/82Amides; Imides in position 3
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D215/00Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
    • C07D215/02Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
    • C07D215/16Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D215/48Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D307/00Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/02Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
    • C07D307/34Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D307/56Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D307/68Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D307/00Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/77Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom ortho- or peri-condensed with carbocyclic rings or ring systems
    • C07D307/78Benzo [b] furans; Hydrogenated benzo [b] furans
    • C07D307/82Benzo [b] furans; Hydrogenated benzo [b] furans with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to carbon atoms of the hetero ring
    • C07D307/84Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
    • C07D307/85Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen attached in position 2

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  • Organic Chemistry (AREA)
  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Diabetes (AREA)
  • Veterinary Medicine (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Engineering & Computer Science (AREA)
  • General Chemical & Material Sciences (AREA)
  • Hematology (AREA)
  • Obesity (AREA)
  • Emergency Medicine (AREA)
  • Endocrinology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Pyridine Compounds (AREA)
  • Quinoline Compounds (AREA)
  • Furan Compounds (AREA)

Abstract

Derivados del ácido naftilsulfonico que comprenden compuestos de la formula (1) donde: R1 y R2 son, independientemente, hidrogeno, alquilo, alquilo sustituido, arilo, arilo sustituido, -C(O)R4, -C(O)OR4, -C(O)NR4R5, -S(O)2R4, -S(O)2OR4, heteroarilo, heteroarilo sustituido, heterociclilo, heterociclilo sustituido, aril alquilo (inferior), aril alquilo (inferior) sustituido, heteroaril alquilo (inferior), heteroaril alquilo (inferior) sustituido, o alquenilo inferior o R1 y R2 junto con el nitrogeno adjunto son heteroarilo C3-9, heterocíclico C3-5, o ambos R1 y R2 son oxígeno y junto con el nitrogeno adjunto forman ûNO2, R3 es un sustituyente en el anillo B y es ûSO2OR6, -C(O)OR6, -SO2NR62, -C(O)NR62 o tetrazolilo; el conector ûWY- entre el naftilo y el fenilo intercepta al anillo A en el naftilo, y es independientemente, -C(O)NR7-, -NR7C(O)-, -C(O)O-, -OC(O)-, -CH=CH-, -NR7CH2-, -CH2NR7, -NR7C(O)NR7, -NR7C(O)O- OC(O)NR7-, -NR7SO2O-, -OSO2NR7-, -OC(O)O-, -SO2NR7-, -NR7SO2-, -OSO2-, o ûSO2O-, cada uno de R4 y R5 es, independientemente, hidrogeno, alquilo, alquilo sustituido, arilo, arilo sustituido, arilalquilo(inferior) arilalquilo (inferior) sustituido, alquilo (inferior) sustituido, heterocíclilo, heterocíclilo sustituido, o alquenilo inferior, cada uno de R6 y R7 es, independientemente hidrogeno o alquilo inferior; cada Z es un sustituyente no interferente; cada x y v es, independientemente, 0, 1, 2 o 3 ; cada R8 es, independientemente, hidrogeno, alquilo inferior, alquilo inferior sustituido, aril alquilo (inferior), aril alquilo (inferior) sustituido, heteroarilo sustituido, heteroarilo, heteroaril alquilo (inferior), heteroaril alquilo (inferior) sustituido, heterocíclilo, heterocíclilo sustituido, alquenilo inferior, nitro, halo, ciano, -OR9, -SR9, -C(O)R9, -OC(O)R9, -C(O)OR9,-NR92, -C(O)NR92, -NR9C(O)R9, -OSO2R9, -SO2OR9, -SO2NR92, o ûNR9SO2R9, cada R9 es, independientemente, hidrogeno, alquilo inferior, alquilo inferior sustituido, arilo, arilo sustituido, heteroarilo, heteroarilo sustituido, heteroaril alquilo (inferior), heteroaril alquilo (inferior) sustituido, heterocíclilo, heterocíclilo sustituido, aril alquilo (inferior) o aril alquilo (inferior) sustituido; y R10 es arilo, arilo sustituido, heteroarilo, o heteroarilo sustituido; opcionalmente en forma de estereoisomeros simples o mezclas de estereoisomeros, o las sales farmacéuticamente aceptables de los mismos, un proceso para su preparacion, son utiles en métodos de estimulacion de la actividad de quinasa del receptor de insulina, perfeccionamiento de la activacion del receptor de insulina por insulina, y estimulacion de la absorcion de glucosa en células. Además se describe una variedad de compuestos antidiabéticos y composiciones farmacéuticas que comprenden los compuestos antidiabéticos; el uso de dichos derivados naftalenos para preparar un medicamento para el tratamiento de condiciones asociadas con hiperglucemia, especialmente diabetes tipo 2. Dichos derivados son utiles también para validar, optimizar y estandarizar bioensayos.
ARP000103918A 1999-07-29 2000-07-28 Derivados del acido naftilsulfonico, como agonistas de la absorcion de glucosa, un proceso para su preparacion; una composicion farmaceutica y el uso de dichos derivados para la preparacion de un medicamento. AR031524A1 (es)

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US14644499P 1999-07-29 1999-07-29

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Country Status (25)

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US (1) US6653321B1 (es)
EP (1) EP1200396A1 (es)
JP (1) JP2003507361A (es)
KR (1) KR100639544B1 (es)
CN (1) CN1282641C (es)
AR (1) AR031524A1 (es)
AU (1) AU773828B2 (es)
BR (1) BR0012836A (es)
CA (1) CA2377668C (es)
CZ (1) CZ2002234A3 (es)
EA (1) EA006704B1 (es)
FR (2) FR2796942B1 (es)
HK (1) HK1046268B (es)
HU (1) HUP0202168A3 (es)
IL (2) IL147032A0 (es)
IT (1) ITTO20000745A1 (es)
MX (1) MXPA02001023A (es)
NO (1) NO20020425L (es)
NZ (1) NZ516249A (es)
PL (1) PL353359A1 (es)
TR (1) TR200200250T2 (es)
TW (1) TWI256384B (es)
UA (1) UA74555C2 (es)
WO (1) WO2001012591A1 (es)
ZA (1) ZA200200128B (es)

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Publication number Priority date Publication date Assignee Title
ES2241867T3 (es) * 2000-09-07 2005-11-01 Telik, Inc. Amidas del acido bencenotricarboxilico como activadores del receptor de insulina.
US6528037B2 (en) 2000-10-11 2003-03-04 Telik, Inc. Method for determining whether a compound is an insulin receptor kinase activator
US20130261130A1 (en) * 2010-11-01 2013-10-03 Shaheen Ahmed Neurotrypsin inhibitors
CN104557695A (zh) * 2015-02-12 2015-04-29 佛山市赛维斯医药科技有限公司 含喹啉结构的葡萄糖激酶活化剂、制备方法及其用途
CN106831567A (zh) * 2015-02-12 2017-06-13 佛山市赛维斯医药科技有限公司 含卤代喹啉结构的葡萄糖激酶活化剂、制备方法及其用途
CN104557698A (zh) * 2015-02-12 2015-04-29 佛山市赛维斯医药科技有限公司 含喹啉基和烷氧苯基结构的葡萄糖激酶活化剂及用途
CN104557700A (zh) * 2015-02-12 2015-04-29 佛山市赛维斯医药科技有限公司 一种含腈基喹啉结构的葡萄糖激酶活化剂及其用途
CN104592112A (zh) * 2015-02-12 2015-05-06 佛山市赛维斯医药科技有限公司 一类含喹啉和硝基苯结构的葡萄糖激酶活化剂及用途
CN104592113A (zh) * 2015-02-12 2015-05-06 佛山市赛维斯医药科技有限公司 含喹啉和腈基苯结构的葡萄糖激酶活化剂及用途
CN104610143A (zh) * 2015-02-12 2015-05-13 佛山市赛维斯医药科技有限公司 一种含硝基喹啉结构的葡萄糖激酶活化剂及其用途

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FR2796942A1 (fr) 2001-02-02
FR2796942B1 (fr) 2003-02-07
AU773828B2 (en) 2004-06-10
CN1365354A (zh) 2002-08-21
US6653321B1 (en) 2003-11-25
EP1200396A1 (en) 2002-05-02
CA2377668A1 (en) 2001-02-22
JP2003507361A (ja) 2003-02-25
ZA200200128B (en) 2003-04-07
TR200200250T2 (tr) 2002-05-21
MXPA02001023A (es) 2003-07-21
IL147032A0 (en) 2002-08-14
AU6506600A (en) 2001-03-13
CA2377668C (en) 2008-12-02
KR100639544B1 (ko) 2006-10-27
FR2830531A1 (fr) 2003-04-11
HUP0202168A2 (en) 2002-10-28
NZ516249A (en) 2004-03-26
ITTO20000745A0 (it) 2000-07-28
TWI256384B (en) 2006-06-11
IL147032A (en) 2006-08-01
UA74555C2 (en) 2006-01-16
ITTO20000745A1 (it) 2002-01-28
NO20020425D0 (no) 2002-01-28
HK1046268B (zh) 2007-09-07
HK1046268A1 (en) 2003-01-03
EA006704B1 (ru) 2006-02-24
WO2001012591A1 (en) 2001-02-22
BR0012836A (pt) 2002-04-30
HUP0202168A3 (en) 2005-04-28
CN1282641C (zh) 2006-11-01
CZ2002234A3 (cs) 2002-06-12
PL353359A1 (en) 2003-11-17
KR20020033746A (ko) 2002-05-07
FR2830531B1 (fr) 2006-09-22
EA200200095A1 (ru) 2002-06-27
NO20020425L (no) 2002-03-25

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